Hydrochloric Acid → 4-Chloro-N-[4-(3-nitro-phenyl)-thiazol-2-yl]-benzenesulfonamide

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Reaction Steps

A mixture of 0.5 g of 4-(3-nitro-phenyl)-thiazol-2-ylamine hydrochloride with 0.45 g of 4-chlorobenzenesulfonyl chloride was stirred overnight with 2 ml of pyridine. The resulting, red colored suspension was poured into 50 ml of 1N hydrochloric acid and the solid which thereby separated was filtered off and dissolved in a mixture of 40 ml of ethanol and 20 ml of 2N sodium hydroxide solution. After the addition of 0.5 g of active charcoal the mixture was stirred at room temperature for 30 minutes and subsequently the active charcoal was filtered off. The product separated upon neutralization with concentrated hydrochloric acid. Recrystallization from 40 ml of 50% ethanol yielded 0.43 g of 4-chloro-N-[4-(3-nitro-phenyl)-thiazol-2-yl]-benzenesulfonamide as colorless crystals.

Provenance & Evidence